New Rochelle
Trail Running Calendar near New Rochelle 2026-2027
Explore the top trail runs near New Rochelle for 2026-2027! We've gathered 59 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Multi-distance trail festival at Ringwood State Park Sept 18–20 2026 with looped courses, a central aid station, and options from a kids mile to 100 miles.
Experience a challenging 50 mile or marathon trail race featuring 9600 feet of elevation gain and scenic Hudson River views at Hook Mountain.
Trail races in Ridgefield CT offering a single loop of about 4.25 miles or a double loop of about 8 miles through Hemlock Hills and Pine Mountain. The technical, rocky course starts and ends at the Lake Windwing ballfields.
A 5K cross-country meet at Van Cortlandt Park on Saturday, September 26, 2026 with awards for top finishers, age-group prizes, and tiered registration fees.
A six-hour timed run and relay at Belmont Lake State Park on a 2.50 mile loop, with individual and team entries, post-event food, awards, and charity support.
A scenic 3.1 mile road and trail run through the New York Botanical Garden with a stretch in the Thain Family Forest and post-run festivities on Daffodil Hill.
A scored NYRR cross country race at Van Cortlandt Park featuring a 5K course as the first event in a three-race fall series, with youth programming via Rising NYRR.
October 2026
Four miles of trail running through the Irvington Woods with varied terrain and stairs, starting and finishing at the Irvington High School campus on October 4, 2026.
Scored cross country 5K at Van Cortlandt Park in the Bronx, part of an NYRR series that includes youth races, accessibility provisions, and official results via the NYRR app.
A community 5K and 2 Mile Walk at Garrett Mountain on October 11, 2026, with virtual and Tot Trot options; proceeds benefit the Fred Torres Memorial Scholarship Fund supporting Clifton High School athletes.
A stair race up the Empire State Building's 86 floors and 1,576 stairs in New York with several entry categories and set registration windows and fees.
A 5K trail run and an accessible short run/walk on private Gemstone Farm in Wilton, CT on 10/10/2026, with farm access, post-event food and entertainment, supporting The Prospector.
Scenic 5K at Rockefeller State Park Preserve featuring hilly carriage roads, age group and team awards, t shirts and refreshments, with proceeds supporting carriage road maintenance.
A trail half marathon in New Rochelle that loops through five Westchester County parks and runs mostly on dirt trails shaded by woodland canopy.
Multi-distance running event at Saddle River County Park with looped laps, aid stations, timing, medals, and proceeds benefiting Bergen County Animal Rescue.
Multi day running weekend in Bay Shore, NY with marathon, half marathon, 10K, 5K, kids 1K, relay and a virtual 26.2 miles challenge.
A technical trail half marathon and 10K through Harriman State Park near Tuxedo NY, featuring steep climbs, rock fields, and significant elevation gain.
Community 5K at Garret Mountain in Woodland Park supporting Autism awareness, with vendors, free gifts, $25 registration, and medals for special needs children.
Outrun the Stigma 5K Run/Walk in Massapequa Park NY features a 3.1 mile mixed surface course, kids fun run, and finisher medals for adult 5K finishers.
Trail event at Muscoot Farm in Katonah on October 25, 2026 featuring a 5 mile race and two kids races, with Farm Bucks and kids medals.